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623-42-7

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623-42-7 Usage

Description

Methyl butyrate, also known as methyl butanoate , is an ester with a fruity odor pineapple, apple, and strawberry. At room temperature, it is a colorless liquid with low solubility in water, upon which it floats to form an oily layer. Although it is flammable, it has a relatively low vapor pressure ( 40 mmHg at 30°C), so it can be safely handled at room temperature without special safety precautions.

Chemical Properties

Methyl butyrate is colourless liquid that has an apple-like odor and a corresponding sweet taste that is not very powerful. Below 100 ppm, it may have a banana-pineapple flavor. Miscible in ethanol and ether, slightly soluble in water (1:60). May be prepared from methyl alcohol and butyric acid in the presence of concentrated H2S04.

Occurrence

Metyhl butyrate occurs naturally in pineapple oil, round grapefruit juice, apple juice, kiwi and mushrooms. It is used as a flavor ingredient in fruit and rum flavoring for beverages, ice cream, candy, and baked goods.

Uses

Methyl butyrate is used as a solvent for ethylcellulose and nitrocellulose resins. It is also used in lacquers and perfumes and in the manufacture of rum and fruit flavors.

Definition

ChEBI: Methyl butyrate is a fatty acid ester.

Preparation

Methyl butyrate is produced from methyl alcohol and butyric acid in the presence of concentrated sulfuric acid. The synthesis of methyl butyrate by the reaction between butyric acid and methanol with acidic ion exchange resin as a catalyst in presence of ultrasound irradiation was successfully carried out.

Application

Methyl butyrate is an important raw material and intermediate used in organic synthesis, pharmaceuticals, agrochemicals and dyestuff fields.

Aroma threshold values

Detection: 1 to 43 ppb. Aroma characteristics at 1.0%: pungent, ethereal, fruity, fumey and fusel with a fermented, cultured, creamy undernote.

Taste threshold values

Taste characteristics at 10 ppm: fruity and apple-like with a sweet almost buttery, nutty and creamy nuance, fusel-like, impacting, and estry with a cultured dairy, acidic depth.

General Description

Methyl butyrate appears as a clear colorless liquid. Flash point 57°F. Less dense than water and slightly soluble in water. Hence floats on water. Vapors heavier than air.

Air & Water Reactions

Highly flammable. Slightly soluble in water.

Reactivity Profile

Methyl butyrate reacts exothermically with acids to generate alcohols and carboxylic acids. Strong oxidizing acids may cause a reaction that is sufficiently exothermic to ignite the reaction products. Heat is also generated by interaction with basic or caustic solutions. Flammable hydrogen is generated by mixing with alkali metals and hydrides .

Hazard

Flammable, dangerous fire risk.

Health Hazard

Irritating to the eyes, nose, throat, upper respiratory tract, and skin.

Fire Hazard

HIGHLY FLAMMABLE: Will be easily ignited by heat, sparks or flames. Vapors may form explosive mixtures with air. Vapors may travel to source of ignition and flash back. Most vapors are heavier than air. They will spread along ground and collect in low or confined areas (sewers, basements, tanks). Vapor explosion hazard indoors, outdoors or in sewers. Runoff to sewer may create fire or explosion hazard. Containers may explode when heated. Many liquids are lighter than water.

Safety Profile

Moderately toxic by ingestion and skin contact. A skin irritant. A very dangerous fire hazard when exposed to heat, flame, or oxidizers. Can react vigorously with oxidizing materials. To fight fire, use alcohol foam, CO2, dry chemical. When heated to decomposition it emits acrid smoke and irritating fumes. See also ESTERS.

Potential Exposure

Methyl butyrate, one of the odorous compound present in different types of adhesive (hotmelt, vinyl acetate ethylene, starch, polyvinyl acetate and acrylic) used in food packaging, was identified by GC-O-MS (gas chromatography–mass spectrometry–olfactometry).

Carcinogenicity

Not listed by ACGIH, California Proposition 65, IARC, NTP, or OSHA.

Purification Methods

Treat the ester with anhydrous CuSO4, then distil it under dry nitrogen. [Beilstein 2 IV 786.]

References

[1] Ruth Winter, A Consumer's Dictionary of Food Additives, 7th Edition, 2009[2] Laurent Ducry and Dominique M. Roberge, Dibal-H Reduction of Methyl Butyrate into Butyraldehyde using Microreactors, Organic Process Research & Development, 2008, vol. 12, 163-167

Check Digit Verification of cas no

The CAS Registry Mumber 623-42-7 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 6,2 and 3 respectively; the second part has 2 digits, 4 and 2 respectively.
Calculate Digit Verification of CAS Registry Number 623-42:
(5*6)+(4*2)+(3*3)+(2*4)+(1*2)=57
57 % 10 = 7
So 623-42-7 is a valid CAS Registry Number.
InChI:InChI=1/C5H10O2/c1-3-4-5(6)7-2/h3-4H2,1-2H3

623-42-7 Well-known Company Product Price

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  • Alfa Aesar

  • (L04250)  Methyl butyrate, 98+%   

  • 623-42-7

  • 100ml

  • 202.0CNY

  • Detail
  • Alfa Aesar

  • (L04250)  Methyl butyrate, 98+%   

  • 623-42-7

  • 500ml

  • 721.0CNY

  • Detail
  • Sigma-Aldrich

  • (53706)  Methylbutyrate  certified reference material, TraceCERT®

  • 623-42-7

  • 53706-100MG

  • 1,075.23CNY

  • Detail
  • Sigma-Aldrich

  • (19358)  Methylbutyrate  analytical standard

  • 623-42-7

  • 19358-1ML

  • 299.52CNY

  • Detail
  • Sigma-Aldrich

  • (19358)  Methylbutyrate  analytical standard

  • 623-42-7

  • 19358-5ML

  • 1,327.95CNY

  • Detail

623-42-7SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 12, 2017

Revision Date: Aug 12, 2017

1.Identification

1.1 GHS Product identifier

Product name Methyl butyrate

1.2 Other means of identification

Product number -
Other names Butanoic acid, methyl ester

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only. Food additives -> Flavoring Agents
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:623-42-7 SDS

623-42-7Synthetic route

butanoic acid methyl ester
623-42-7

butanoic acid methyl ester

Conditions
ConditionsYield
With hydrogen In methanol at 80℃; under 37503.8 Torr; for 3h; Catalytic behavior; Reagent/catalyst; Temperature; Autoclave;100%
With 6C53H32O8(4-)*13Zr(4+)*18O(2-)*8Co(2+)*8H(1-); hydrogen In tetrahydrofuran at 20℃; under 30003 Torr; for 36h; Catalytic behavior;99%
With 6C53H32O8(4-)*13Zr(4+)*18O(2-)*8Co(2+)*8Cl(1-); hydrogen; sodium triethylborohydride In tetrahydrofuran at 23℃; under 30003 Torr; for 36h; Catalytic behavior;99%
crotonic acid methyl ester
623-43-8

crotonic acid methyl ester

butanoic acid methyl ester
623-42-7

butanoic acid methyl ester

Conditions
ConditionsYield
With N,N,N,N,N,N-hexamethylphosphoric triamide; methylcopper; diisobutylaluminium hydride In tetrahydrofuran; diethyl ether; hexane at -50℃; for 0.5h;100%
With hydrogen; Rhodium chloride tri(triphenylphosphine-meta-trisulfonate) In water for 16h; Ambient temperature;95%
With hydrogen; Pd(II) complex containing tridentate hydrazonic ligands In methanol at 40℃; for 24h; Hydrogenation;35%
With hydrogen; montmorillonite-(bipyridine)x In benzene at 75℃; under 31028.9 Torr; for 45h;91 % Spectr.
With hydrogen In methanol at 80℃; under 37503.8 Torr; for 20h; Autoclave;
methyl but-3-enoate
3724-55-8

methyl but-3-enoate

hydrogen
1333-74-0

hydrogen

butanoic acid methyl ester
623-42-7

butanoic acid methyl ester

Conditions
ConditionsYield
With C61H98ClN3P2Ru In dichloromethane-d2 at 50℃; under 3040.2 Torr; for 4h; Reagent/catalyst; Time;100%
methanol
67-56-1

methanol

butyric acid
107-92-6

butyric acid

butanoic acid methyl ester
623-42-7

butanoic acid methyl ester

Conditions
ConditionsYield
With aluminum(III) sulphate octadecahydrate at 110℃; for 0.166667h; Sealed tube; Microwave irradiation;99.7%
With NiO/SiO2 at 360℃; Reagent/catalyst;97.98%
With 1-methyl-3-(4-sulfobutyl)-1H-imidazol-3-ium hydrogensulfate at 80℃; for 2h;96%
methanol
67-56-1

methanol

tributyrin
60-01-5

tributyrin

butanoic acid methyl ester
623-42-7

butanoic acid methyl ester

Conditions
ConditionsYield
With strontium hydroxide; dihexyl ether at 60℃; Reagent/catalyst; Concentration; Time;98%
With carbon-based sulfonated solid acid prepared at 150 °C at 80℃; for 8h; Catalytic behavior; Kinetics; Reagent/catalyst;97.2%
With Et3N-grafted carbon nanotubes at 60℃; for 8h; Inert atmosphere;
carbonic acid dimethyl ester
616-38-6

carbonic acid dimethyl ester

butyric acid
107-92-6

butyric acid

butanoic acid methyl ester
623-42-7

butanoic acid methyl ester

Conditions
ConditionsYield
With triethylamine at 160℃; for 5h; Autoclave; Green chemistry;97%
With diiron nonacarbonyl at 180℃; for 1h; Sealed tube;
methanol
67-56-1

methanol

propene
187737-37-7

propene

carbon monoxide
201230-82-2

carbon monoxide

butanoic acid methyl ester
623-42-7

butanoic acid methyl ester

Conditions
ConditionsYield
With bis(acetylacetonato)palladium(II); 1,1’-ferrocenediyl-bis(tert-butyl(pyridin-2-yl)phosphine); toluene-4-sulfonic acid at 23℃; for 0.166667h; Catalytic behavior; Temperature; Autoclave; Inert atmosphere;95%
With dodecacarbonyl-triangulo-triruthenium at 180℃; for 5h; Product distribution; solvents, water concentration, and added salts of group I-III, VI, or VIII dependence;
lithium di-n-butylcuprate
24406-16-4

lithium di-n-butylcuprate

acrylic acid methyl ester
292638-85-8

acrylic acid methyl ester

butanoic acid methyl ester
623-42-7

butanoic acid methyl ester

Conditions
ConditionsYield
With chloro-trimethyl-silane In diethyl ether for 2h; -78 deg C to 20 deg C;87%
butyric acid hydrazide
3538-65-6

butyric acid hydrazide

butanoic acid methyl ester
623-42-7

butanoic acid methyl ester

Conditions
ConditionsYield
With methanol; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione In chloroform at 20℃; for 1h;85%
methanol
67-56-1

methanol

butyraldehyde
123-72-8

butyraldehyde

butanoic acid methyl ester
623-42-7

butanoic acid methyl ester

Conditions
ConditionsYield
With [bis(acetoxy)iodo]benzene; sodium bromide at 20℃; for 2h;83%
With sodium carbonate; N,N'-diiodo-N,N'-1,2-ethanediylbis(p-toluenesulphonamide) at 20℃; for 36h;80%
Stage #1: methanol; butyraldehyde With tris(pentafluorophenyl)borate for 0.25h; Green chemistry;
Stage #2: With tert.-butylhydroperoxide In decane for 24h; Green chemistry;
72%
methanol
67-56-1

methanol

propene
187737-37-7

propene

carbon monoxide
201230-82-2

carbon monoxide

A

Methyl isobutyrate
547-63-7

Methyl isobutyrate

B

butanoic acid methyl ester
623-42-7

butanoic acid methyl ester

Conditions
ConditionsYield
With methanesulfonic acid; palladium diacetate; bis(phosphaadamantyl)diphosphine at 60℃;A n/a
B 81%
With hydrogenchloride; Pd(II) salt of poly(nornornaneketone)carboxylic acid; triphenylphosphine In xylene at 100℃; under 22501.8 Torr; Product distribution;
With hydrogenchloride; bis-triphenylphosphine-palladium(II) chloride In xylene at 99.85℃; under 26252.1 - 30002.4 Torr;
With hydrogenchloride; bis-triphenylphosphine-palladium(II) chloride In methanol at 99.85℃; under 26252.1 Torr; Rate constant; Product distribution; Mechanism; other Pd-catalst system; other solvent, temperature and pressure, also in the presence of var. Co, Fe, Cu additives as promoters;
With C39H34O2P2; palladium(II) acetylacetonate; toluene-4-sulfonic acid In diethylene glycol dimethyl ether at 100℃; under 30003 Torr; for 4h; Catalytic behavior; Reagent/catalyst; Pressure; Temperature; Autoclave;
methyl 2,3-dibromobutyrate
5469-24-9

methyl 2,3-dibromobutyrate

butanoic acid methyl ester
623-42-7

butanoic acid methyl ester

Conditions
ConditionsYield
With sodium tetrahydroborate; nickel dichloride In methanol at 20℃; for 0.25h;81%
acetic anhydride
108-24-7

acetic anhydride

2-Pentanone
107-87-9

2-Pentanone

A

propanoic acid methyl ester
554-12-1

propanoic acid methyl ester

B

butanoic acid methyl ester
623-42-7

butanoic acid methyl ester

Conditions
ConditionsYield
With oxygen; manganese(III) triacetate dihydrate at 90℃; under 3750.38 Torr; for 10h; Autoclave;A 21%
B 79%
Methyl 4-bromobutyrate
4897-84-1

Methyl 4-bromobutyrate

butanoic acid methyl ester
623-42-7

butanoic acid methyl ester

Conditions
ConditionsYield
With sodium tetrahydroborate; water In methanol at 20℃; for 0.5h;78%
methanol
67-56-1

methanol

butyraldehyde oxime
110-69-0

butyraldehyde oxime

butanoic acid methyl ester
623-42-7

butanoic acid methyl ester

Conditions
ConditionsYield
With dihydrogen peroxide; polystyrene-bound phenylseleninic acid for 8h; Heating;75%
n-hexan-2-one
591-78-6

n-hexan-2-one

acetic anhydride
108-24-7

acetic anhydride

A

butanoic acid methyl ester
623-42-7

butanoic acid methyl ester

B

methyl valerate
624-24-8

methyl valerate

Conditions
ConditionsYield
With oxygen; manganese(III) triacetate dihydrate at 90℃; under 3750.38 Torr; for 10h; Autoclave;A 20%
B 72%
methanol
67-56-1

methanol

butanoic acid anhydride
106-31-0

butanoic acid anhydride

[hydroxy(tosyloxy)iodo]benzene
27126-76-7

[hydroxy(tosyloxy)iodo]benzene

A

iodobenzene
591-50-4

iodobenzene

B

butanoic acid methyl ester
623-42-7

butanoic acid methyl ester

C

methyl-2-(tosyloxy)butyrate
118921-64-5

methyl-2-(tosyloxy)butyrate

Conditions
ConditionsYield
Stage #1: butanoic acid anhydride; [hydroxy(tosyloxy)iodo]benzene at 100℃; for 0.333333h;
Stage #2: methanol With toluene-4-sulfonic acid for 4h; Heating;
A n/a
B n/a
C 61%
2-methoxy-2-n-propyl-5,5-pentamethylene-1,3,4-Δ3-oxadiazoline
138723-86-1

2-methoxy-2-n-propyl-5,5-pentamethylene-1,3,4-Δ3-oxadiazoline

A

butanoic acid methyl ester
623-42-7

butanoic acid methyl ester

B

cyclohexanone
108-94-1

cyclohexanone

C

1-(1-Methoxy-butoxy)-cyclohexene
138724-04-6

1-(1-Methoxy-butoxy)-cyclohexene

D

cyclohexene
110-83-8

cyclohexene

Conditions
ConditionsYield
for 1h; Heating;A 39%
B 13%
C 50%
D 32%
methanol
67-56-1

methanol

butyric acid
107-92-6

butyric acid

A

butanoic acid methyl ester
623-42-7

butanoic acid methyl ester

B

butan-1-ol
71-36-3

butan-1-ol

Conditions
ConditionsYield
With CuO on mesoporous silica at 360℃; Temperature;A 45.99%
B 28.72%
methanol
67-56-1

methanol

butan-1-ol
71-36-3

butan-1-ol

butanoic acid methyl ester
623-42-7

butanoic acid methyl ester

Conditions
ConditionsYield
With Au#Co; oxygen; potassium carbonate at 130℃; under 4500.45 Torr; for 7h; Autoclave;45%
With oxygen; potassium carbonate at 130℃; under 4560.31 Torr; for 7h;
With oxygen; potassium carbonate at 45℃; for 12h; Green chemistry;41 %Chromat.
With Au/CeO2; oxygen; caesium carbonate at 25℃; under 760.051 Torr; for 24h; Reagent/catalyst;
With bromine at 40℃; Temperature;93 %Chromat.
methanol
67-56-1

methanol

4-Octyne
1942-45-6

4-Octyne

A

octane-4,5-dione
5455-24-3

octane-4,5-dione

B

hept-2-en-4-one
4643-25-8

hept-2-en-4-one

C

butanoic acid methyl ester
623-42-7

butanoic acid methyl ester

Conditions
ConditionsYield
With dihydrogen peroxide; methyltrioxorhenium(VII) for 48h;A 41%
B 17%
C 15%
4-Octyne
1942-45-6

4-Octyne

A

octane-4,5-dione
5455-24-3

octane-4,5-dione

B

hept-2-en-4-one
4643-25-8

hept-2-en-4-one

C

butanoic acid methyl ester
623-42-7

butanoic acid methyl ester

Conditions
ConditionsYield
With dihydrogen peroxide; methyltrioxorhenium(VII) In methanol for 48h;A 41%
B 17%
C 15%
methanol
67-56-1

methanol

dibutyl ether
142-96-1

dibutyl ether

A

1,1-dimethoxybutane
4461-87-4

1,1-dimethoxybutane

B

butanoic acid methyl ester
623-42-7

butanoic acid methyl ester

C

1-n-butoxy-1-methoxybutane
113443-65-5

1-n-butoxy-1-methoxybutane

Conditions
ConditionsYield
With tris (2,4-dibromophenyl)amine; sodium methylate; lithium perchlorate at 40℃; electrochem. oxidation;A 7.5%
B 7.5%
C 26%
{3-ferrocenylpyrazolyl-methylenepyridine}methylpalladium(II) chloride

{3-ferrocenylpyrazolyl-methylenepyridine}methylpalladium(II) chloride

sodium tetrakis[(3,5-di-trifluoromethyl)phenyl]borate
79060-88-1

sodium tetrakis[(3,5-di-trifluoromethyl)phenyl]borate

acrylic acid methyl ester
292638-85-8

acrylic acid methyl ester

A

butanoic acid methyl ester
623-42-7

butanoic acid methyl ester

B

methyl but-3-enoate
3724-55-8

methyl but-3-enoate

bis{3-ferrocenylpyrazolyl-methylenepyridine}palladium tetrakis(3,5-trifluoro-methylphenyl)borate

bis{3-ferrocenylpyrazolyl-methylenepyridine}palladium tetrakis(3,5-trifluoro-methylphenyl)borate

D

palladium
7440-05-3

palladium

Conditions
ConditionsYield
In dichloromethane for 5h; Schlenk technique; Inert atmosphere; Darkness;A n/a
B n/a
C 20%
D n/a
{3-ferrocenyl-5-methylpyrazolyl-methylenepyridine}methylpalladium(II) chloride

{3-ferrocenyl-5-methylpyrazolyl-methylenepyridine}methylpalladium(II) chloride

sodium tetrakis[(3,5-di-trifluoromethyl)phenyl]borate
79060-88-1

sodium tetrakis[(3,5-di-trifluoromethyl)phenyl]borate

acrylic acid methyl ester
292638-85-8

acrylic acid methyl ester

A

butanoic acid methyl ester
623-42-7

butanoic acid methyl ester

B

methyl but-3-enoate
3724-55-8

methyl but-3-enoate

bis{3-ferrocenyl-5-methylpyrazolyl-methylenepyridine}palladium(II) tetrakis-(3,5-trifluoromethylphenyl)borate

bis{3-ferrocenyl-5-methylpyrazolyl-methylenepyridine}palladium(II) tetrakis-(3,5-trifluoromethylphenyl)borate

D

palladium
7440-05-3

palladium

Conditions
ConditionsYield
In dichloromethane for 5h; Schlenk technique; Inert atmosphere; Darkness;A n/a
B n/a
C 19%
D n/a
2-propyl-1,3-dioxolane
3390-13-4

2-propyl-1,3-dioxolane

methanol
67-56-1

methanol

butanoic acid methyl ester
623-42-7

butanoic acid methyl ester

Conditions
ConditionsYield
With tris (2,4-dibromophenyl)amine; sodium methylate; lithium perchlorate at 40℃; electrochem. oxidation;12.2%
methanol
67-56-1

methanol

Cyclohexyl-n-butyl ether
24072-44-4

Cyclohexyl-n-butyl ether

A

cycloxexanone dimethyl ketal
933-40-4

cycloxexanone dimethyl ketal

B

1,1-dimethoxybutane
4461-87-4

1,1-dimethoxybutane

C

butanoic acid methyl ester
623-42-7

butanoic acid methyl ester

Conditions
ConditionsYield
With tris (2,4-dibromophenyl)amine; sodium methylate; lithium perchlorate at 40℃; electrochem. oxidation;A 3.6%
B 11%
C 2.3%
methanol
67-56-1

methanol

butanoic acid ethyl ester
105-54-4

butanoic acid ethyl ester

butanoic acid methyl ester
623-42-7

butanoic acid methyl ester

Conditions
ConditionsYield
With sodium chloride at 49.84 - 89.84℃; for 6h;10.9%
In water at 25℃; Kinetics; pH 7; reaction in presence of enzyme extract from Brevibacterium sp. R312 or Brevibacterium linens 62;
With C7H10N2O2*Zn(2+)*2C7H9N2O2(1-)*H2O at 75℃; for 24h; Catalytic behavior;37 %Spectr.
(S)-valinol
2026-48-4

(S)-valinol

butanoic acid methyl ester
623-42-7

butanoic acid methyl ester

(S)-2-butyl-4-isopropyloxazoline
906672-84-2

(S)-2-butyl-4-isopropyloxazoline

Conditions
ConditionsYield
Zn4(OCOCF3)6O In chlorobenzene for 12h; Product distribution / selectivity; Heating / reflux;100%
Zn4(OAc)6O In chlorobenzene for 12h; Product distribution / selectivity; Heating / reflux;84%
butanoic acid methyl ester
623-42-7

butanoic acid methyl ester

phenylacetonitrile
140-29-4

phenylacetonitrile

3-oxo-2-phenyl-hexanenitrile
105909-68-0

3-oxo-2-phenyl-hexanenitrile

Conditions
ConditionsYield
With sodium hydride In tetrahydrofuran at 0 - 85℃; for 21h;99%
ethyl methyl ketone oxime
96-29-7

ethyl methyl ketone oxime

butanoic acid methyl ester
623-42-7

butanoic acid methyl ester

C8H15NO2

C8H15NO2

Conditions
ConditionsYield
With sodium ethanolate at 85℃; under 52.5053 Torr; for 3.5h; Large scale;98.4%
butanoic acid methyl ester
623-42-7

butanoic acid methyl ester

2,2'-[1,2-ethanediylbis(oxy)]bisethanol
112-27-6

2,2'-[1,2-ethanediylbis(oxy)]bisethanol

triethylene glycol di-n-butyrate
26962-26-5

triethylene glycol di-n-butyrate

Conditions
ConditionsYield
With potassium carbonate at 100 - 110℃;98%
butanoic acid methyl ester
623-42-7

butanoic acid methyl ester

N-benzylhydroxylamine hydrochloride
29601-98-7

N-benzylhydroxylamine hydrochloride

(E)-N-(1-methoxy-1-oxobutan-2-ylidene)(phenyl)methanamine N-oxide
1206188-41-1

(E)-N-(1-methoxy-1-oxobutan-2-ylidene)(phenyl)methanamine N-oxide

Conditions
ConditionsYield
With sodium acetate In methanol; water at 20℃; for 16h;95%
chloro-trimethyl-silane
75-77-4

chloro-trimethyl-silane

cyclohexenone
930-68-7

cyclohexenone

butanoic acid methyl ester
623-42-7

butanoic acid methyl ester

2-(1-trimethylsilanyloxy-cyclohex-2-enyl)-butyric acid methyl ester

2-(1-trimethylsilanyloxy-cyclohex-2-enyl)-butyric acid methyl ester

Conditions
ConditionsYield
With lithium diisopropyl amide; triphenylphosphine; copper(I) bromide In diethyl ether for 4h; Heating;93%
Conditions
ConditionsYield
at 110℃; for 6h;92%
butanoic acid methyl ester
623-42-7

butanoic acid methyl ester

dimethylaminobis(trifluoromethyl)borane
105224-90-6

dimethylaminobis(trifluoromethyl)borane

1-methoxycarbonyl-n-propyl-bis(trifluoromethyl)borane-dimethylamine
148298-54-8

1-methoxycarbonyl-n-propyl-bis(trifluoromethyl)borane-dimethylamine

Conditions
ConditionsYield
In pentane dropwise addn. of (CF3)2BNMe2 to a stirred soln. of the carbonyl compound in dry pentane at 4°C; warmed to room temp. with stirring (1 h);; removal of solvent and volatile by-products in vac. at room temp., purifn. by sublimation in vac.; elem. anal.;;92%
butanoic acid methyl ester
623-42-7

butanoic acid methyl ester

ethylmagnesium bromide
925-90-6

ethylmagnesium bromide

1-propyl-1-cyclopropanol
40122-38-1

1-propyl-1-cyclopropanol

Conditions
ConditionsYield
titanium(IV) isopropylate In diethyl ether at 18 - 20℃;91%
With titanium(IV) isopropylate In diethyl ether at 18 - 20℃;91%
With titanium(IV) isopropylate In diethyl ether at -78 - 0℃; for 0.5h;90%
butanoic acid methyl ester
623-42-7

butanoic acid methyl ester

tris(allyl)aluminum
18854-66-5

tris(allyl)aluminum

4-hydroxy-4-n-propyl-1,6-heptadiene
52939-61-4

4-hydroxy-4-n-propyl-1,6-heptadiene

Conditions
ConditionsYield
In diethyl ether at 20℃; for 0.5h;91%
butanoic acid methyl ester
623-42-7

butanoic acid methyl ester

N-trityl-4(5)-iodoimidazole
96797-15-8

N-trityl-4(5)-iodoimidazole

1,1-bis(1-trityl-1H-imidazol-4-yl)butan-1-ol
1258289-19-8

1,1-bis(1-trityl-1H-imidazol-4-yl)butan-1-ol

Conditions
ConditionsYield
Stage #1: N-trityl-4(5)-iodoimidazole With ethylmagnesium bromide In diethyl ether; dichloromethane at 20℃; for 2h; Double Grignard reaction; Inert atmosphere;
Stage #2: butanoic acid methyl ester In diethyl ether; dichloromethane at 20℃; for 48h; Double Grignard reaction; Inert atmosphere;
Stage #3: With water; ammonium chloride In diethyl ether; dichloromethane
90%
butanoic acid methyl ester
623-42-7

butanoic acid methyl ester

1-amino-3-(dimethylamino)propane
109-55-7

1-amino-3-(dimethylamino)propane

N-[3-(dimethylamino)propyl]butanamide

N-[3-(dimethylamino)propyl]butanamide

Conditions
ConditionsYield
With zeolite at 115 - 120℃; for 12h; Dean-Stark;90%
butanoic acid methyl ester
623-42-7

butanoic acid methyl ester

butyric acid hydrazide
3538-65-6

butyric acid hydrazide

Conditions
ConditionsYield
With hydrazine hydrate for 5h; Heating;89%
With hydrazine hydrate
With hydrazine hydrate at 90℃; for 1h; Microwave irradiation;
With hydrazine In ethanol Reflux;
With hydrazine In water at 70℃; for 0.75h;
butanoic acid methyl ester
623-42-7

butanoic acid methyl ester

phenylmagnesium bromide
100-58-3

phenylmagnesium bromide

1,1-diphenylbutan-1-ol
5331-17-9

1,1-diphenylbutan-1-ol

Conditions
ConditionsYield
In tetrahydrofuran at 20 - 50℃; for 16h; Inert atmosphere; Schlenk technique;89%
Stage #1: butanoic acid methyl ester; phenylmagnesium bromide In tetrahydrofuran at 60℃; for 3h; Inert atmosphere;
Stage #2: With hydrogenchloride In tetrahydrofuran; water at 20℃; Inert atmosphere;
In tetrahydrofuran; 2-methyltetrahydrofuran at -10 - 25℃; for 6.25h; Schlenk technique; Inert atmosphere;
butanoic acid methyl ester
623-42-7

butanoic acid methyl ester

dimethyl methane phosphonate
756-79-6

dimethyl methane phosphonate

dimethyl (2-oxopentyl)phosphonate
65921-74-6

dimethyl (2-oxopentyl)phosphonate

Conditions
ConditionsYield
Stage #1: dimethyl methane phosphonate With n-butyllithium In tetrahydrofuran; hexane at -90℃; for 0.5h; Inert atmosphere;
Stage #2: butanoic acid methyl ester In tetrahydrofuran; hexane at -90 - 20℃; Inert atmosphere;
89%
butanoic acid methyl ester
623-42-7

butanoic acid methyl ester

4-methoxy-benzylamine
2393-23-9

4-methoxy-benzylamine

N-(4-methoxybenzyl)butyramide
430447-31-7

N-(4-methoxybenzyl)butyramide

Conditions
ConditionsYield
With calcium iodide In toluene at 110℃; for 4h; Green chemistry; chemoselective reaction;89%
butanoic acid methyl ester
623-42-7

butanoic acid methyl ester

benzylamine
100-46-9

benzylamine

N-benzylbutyramide
10264-14-9

N-benzylbutyramide

Conditions
ConditionsYield
With calcium iodide In toluene at 110℃; for 4h; Reagent/catalyst; Green chemistry; chemoselective reaction;89%
With zirconocene dichloride In toluene at 110℃; for 4h;70%
butanoic acid methyl ester
623-42-7

butanoic acid methyl ester

(R)-2-methylpropane-2-sulfinamide
196929-78-9

(R)-2-methylpropane-2-sulfinamide

C9H19NO2S

C9H19NO2S

Conditions
ConditionsYield
With toluene-4-sulfonic acid at 103℃; Inert atmosphere; Schlenk technique;89%
octanol
111-87-5

octanol

butanoic acid methyl ester
623-42-7

butanoic acid methyl ester

n-octyl butyrate
110-39-4

n-octyl butyrate

Conditions
ConditionsYield
With Sn[N(SO2C8F17)2]4 In toluene at 80℃; for 15h;88%
With Sn[N(SO2C8F17)2]4; octadecafluorodecahydronaphthalene (cis+trans) In toluene at 80℃; for 15h;89 % Chromat.
butanoic acid methyl ester
623-42-7

butanoic acid methyl ester

lithium tert-butyl acetate
1207973-75-8

lithium tert-butyl acetate

3-oxohexanoic acid tert-butyl ester
61540-30-5

3-oxohexanoic acid tert-butyl ester

Conditions
ConditionsYield
88%
butanoic acid methyl ester
623-42-7

butanoic acid methyl ester

2,2'‐((4‐methoxyphenyl)methylene)bis(4,4,5,5‐tetramethyl‐1,3,2‐dioxaborolane)

2,2'‐((4‐methoxyphenyl)methylene)bis(4,4,5,5‐tetramethyl‐1,3,2‐dioxaborolane)

1-(4'-methoxyphenyl)-pentan-2-one
97968-16-6

1-(4'-methoxyphenyl)-pentan-2-one

Conditions
ConditionsYield
With lithium tert-butoxide In tetrahydrofuran at 23℃; for 3h; Glovebox;88%
butanoic acid methyl ester
623-42-7

butanoic acid methyl ester

2,2′-((4-isopropylphenyl)-methylene)bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolane)

2,2′-((4-isopropylphenyl)-methylene)bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolane)

1-(4-isopropylphenyl)pentan-2-one

1-(4-isopropylphenyl)pentan-2-one

Conditions
ConditionsYield
With lithium tert-butoxide In tetrahydrofuran at 23℃; for 3h; Glovebox;88%

623-42-7Relevant articles and documents

Transesterification of glyceryl tributyrate with methanol using strontium borate as the solid base catalyst

Huang, Hong Sheng,Liu, Zhi Hong

, p. 1727 - 1734 (2013)

Four kinds of strontium borates were prepared and characterized by XRD, SEM, EDS, TG-DTA and Hammett titration method, and their catalytic activities were examined in the transesterification of glyceryl tributyrate with methanol for the first time. The separate effects of the molar ratio of methanol to oil, the reaction time, and reusability were investigated. In addition, the catalytic activities of Sr(OH)2 and SrCO3 were also examined for the comparison. The results showed that the basicity and catalytic activity of these catalysts were decreased as the following order: Sr(OH) 2 > SrB2O44H2O >SrB6O 105H2O >SrB2O4 >SrB 6O10 >SrCO3, and the reusability decreases as the following order: anhydrous strontium borates (SrB2O 4, SrB6O10) >hydrated strontium borates (SrB2O44H2O, SrB6O 105H2O) >Sr(OH) 2. The results indicate that the SrB2O44H2O with regular morphology, which was obtained at low temperature by a simple preparation method, might be as one kind of good potential alkaline earth salts catalyst for transesterification. Moreover, the possible reaction mechanism is proposed and analyzed. Science China Press and Springer-Verlag Berlin Heidelberg 2013.

Matsuda,Uchida

, p. 710 (1965)

The exceptional activity of a phosphazenium hydroxide catalyst incorporated onto silica in the transesterification of tributyrin with methanol

Kim, Mi-Young,Seo, Gon,Kwon, O Zoon,Chang, Duk Rye

, p. 3110 - 3112 (2009)

A phosphazenium hydroxide catalyst incorporated onto silica showed exceptional activity in the transesterification of tributyrin with methanol and could be used repeatedly without suffering any appreciable deactivation. The Royal Society of Chemistry 2009

Characterization of LipN (Rv2970c) of Mycobacterium Tuberculosis H37Rv and its Probable Role in Xenobiotic Degradation

Jadeja, Dipendrasinh,Dogra, Nandita,Arya, Stuti,Singh, Gurpreet,Singh, Gurdyal,Kaur, Jagdeep

, p. 390 - 401 (2016)

LipN (Rv2970c) belongs to the Lip family of M. tuberculosis H37Rv and is homologous to the human Hormone Sensitive Lipase. The enzyme demonstrated preference for short carbon chain substrates with optimal activity at 45C/pH 8.0 and stability between pH 6.0-9.0. The specific activity of the enzyme was 217 U/mg protein with pNP-butyrate as substrate. It hydrolyzed tributyrin to di- and monobutyrin. The active-site residues of the enzyme were confirmed to be Ser216, Asp316, and His346. Tetrahydrolipstatin, RHC-80267 and N-bromosuccinimide inhibited LipN enzyme activity completely. Interestingly, Trp145, a non active-site residue, demonstrated functional role to retain enzyme activity. The enzyme was localized in cytosolic fraction of M. tuberculosis H37Rv. The enzyme was able to synthesize ester of butyric acid, methyl butyrate, in presence of methanol. LipN was able to hydrolyze 4-hydroxyphenylacetate to hydroquinone. The gene was not expressed in in-vitro growth conditions while the expression of rv2970c gene was observed post 6h of macrophage infection by M. tuberculosis H37Ra. Under individual in-vitro stress conditions, the gene was expressed during acidic stress condition only. These findings suggested that LipN is a cytosolic, acid inducible carboxylesterase with no positional specificity in demonstrating activity with short carbon chain substrates. It requires Trp145, a non active site residue, for it's enzyme activity. J. Cell. Biochem.

Enhanced base-catalyzed activity and structural stability of nitrogen-doped carbon modified MgO-MgFe2O4 magnetic composites as catalysts for transesterification of tributyrin

Zhang, Yanhua,Zhang, Ming,Yang, Lan,Fan, Guoli,Li, Feng

, p. 6324 - 6332 (2017)

In this work, nitrogen-doped carbon modified MgO-MgFe2O4 (CN-MgFeO) magnetic composites were synthesized by a facile thermal decomposition of Mg-Fe layered double hydroxide (MgFe-LDH) and cyanamide mixture precursors. A series of comprehensive characterization studies including powder X-ray diffraction, transmission electron microscopy, Fourier transform infrared of CO2 adsorption, CO2-temperature programmed desorption, and X-ray photoelectron spectroscopy indicated that the introduction of cyanamide could finely tune the surface basicity of the resulting CN-MgFeO composites, especially surface strong Lewis basicity. Compared with CN-free MgFeO, the as-fabricated CN-MgFeO catalysts showed higher activity in the liquid-phase transesterification of tributyrin with methanol. Particularly, the CN-MgFeO composite prepared at a cyanamide/Mg molar ratio of 1.5 in the synthesis mixture gave a highest methylbutyrate yield of 80% after a reaction for 20 min. The high catalytic performance was attributable to the presence of a large amount of strong Lewis basic sites originating from highly dispersed basic MgO-MgFe2O4 mixed metal oxides and CN component in the composite. What is more, such a cost-effective CN-MgFeO catalyst had the advantages of intrinsic magnetic properties and an excellent structural stability. We expect that they may have potential practical applications in the field of industrial production of biodiesels.

Transesterification of triglycerides using nitrogen-functionalized carbon nanotubes

Villa, Alberto,Tessonnier, Jean-Philippe,Majoulet, Olivier,Su, Dang Sheng,Schl?gl, Robert

, p. 241 - 245 (2010)

Nitrogen-functionalized carbon nanotubes were synthesized by grafting amino groups to the surface of the nanotubes. The nanotubes exhibited promising results in the base-catalyzed liquid phase transesterification of glyceryl tributyrate with methanol, which is a model reaction for the production of biodiesel. The concentration of the active sites and the reaction parameters, such as temperature and glyceryl tributyrate to methanol ratio, were shown to significantly affect catalytic performance. The grafting technique employed allowed for design and control of the active sites. As a consequence, it was possible to design a nitrogen-functionalized carbon nanotube catalyst with a few strong, basic groups. This might be of interest for carbohydrate conversion reactions where strong basic sites are required but the pH of the solution should remain mild to avoid the degradation of the reactants and/or products.

MATERIALS COMPRISING CARBON-EMBEDDED IRON NANOPARTICLES, PROCESSES FOR THEIR MANUFACTURE, AND USE AS HETEROGENEOUS CATALYSTS

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Page/Page column 14, (2021/03/13)

201900257 Ausland 18 Abstract The present invention relates to catalytically active material, comprising grains of non-graphitizing carbon with iron nanoparticles dispersed therein, wherein dp, the average diameter of iron nanoparticles in the non-graphitizing carbon grains, is in the range of 1 nm to 20 nm, D, the average distance between iron nanoparticles in the non-graphitizing carbon grains, is in the range 5 of 2 nm to 150 nm, and ω, the combined total mass fraction of metal in the non-graphitizing carbon grains, is in the range of 30 wt% to 70 wt% of the total mass of the non-graphitizing carbon grains, and wherein dp, D and ω conform to the following relation: 4.5 dp / ω > D ≥ 0.25 dp / ω. The present invention, further, relates to a process for the manufacture of material according to the invention, as well as its use as a catalyst. 10

METHOD FOR PRODUCING BIO ALCOHOL FROM INTERMEDIATE PRODUCTS OF ANAEROBIC DIGESTION TANK

-

Paragraph 0038-0041, (2021/05/25)

The present invention relates to a method for producing a bio-alcohol by reacting a mixture of volatile fatty acid with methanol in 2 through 11 in a reactor in the presence of a 280 °C-membered alkaline earth metal catalyst or 400 °C transition metal catalyst formed based on a support.

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